Cheap flights Chicago — Madison (CHI — MSN)

Good to know - Cheap tickets Chicago — Madison

Minimal flight time 52m
Flight distance 198 km
Most popular airline United Express
Round-trip from $145

Airfare Chicago – Madison by month

Here you can find out in what months how much a ticket Chicago – Madison costs to buy cheap plane tickets.

Month One-way Round-trip
May 2026
March 2026
February 2026
January 2026
September 2025
August 2025
July 2025
May 2025
April 2025

Remember that the optimal time for booking air tickets is 59 days before the departure date, this is the average time at which air tickets were sold at the lowest prices.

Schedule of direct flights Chicago — Madison

Departure Arrival Flight days Flight Airlines Flight time Airports
05:30 06:22 fri UA3925 United Express 52m O'Hare International Airport — Dane County Regional Airport Select dates
08:02 09:08 mon, tue, wed, thu, fri, sun AA4385 American Eagle 1h 6m O'Hare International Airport — Dane County Regional Airport Select dates
08:05 09:11 thu, fri AA4385 American Eagle 1h 6m O'Hare International Airport — Dane County Regional Airport Select dates
10:02 11:04 tue AA4889 American Eagle 1h 2m O'Hare International Airport — Dane County Regional Airport Select dates
10:30 11:38 sun UA4725 SkyWest Airlines 1h 8m O'Hare International Airport — Dane County Regional Airport Select dates
10:30 11:38 daily UA4725 United Express 1h 8m O'Hare International Airport — Dane County Regional Airport Select dates
12:55 14:02 daily UA3476 United Express 1h 7m O'Hare International Airport — Dane County Regional Airport Select dates
13:32 14:32 wed, thu AA3794 American Eagle 1h 0m O'Hare International Airport — Dane County Regional Airport Select dates
13:55 14:52 mon, tue, wed, thu, fri, sun UA1657 United Express 57m O'Hare International Airport — Dane County Regional Airport Select dates
13:55 14:57 daily UA1617 United Express 1h 2m O'Hare International Airport — Dane County Regional Airport Select dates
All routes

Popular airlines flying Chicago — Madison

Flight Chicago – Madison is served by 7 airlines.  3 airlines operate direct flights.


Airlines with direct flights


Other airlines flying with transfers

Dynamics airfare Chicago — Madison by month for the last year

according to LowCost.Club for the last year

The airfare depends on the departure date. Our chart shows the low season prices on route Chicago — Madison

The graph shows that booking flights Chicago — Madison is best planned for August and flights Chicago — Madison — Chicago in the month of September.

Flights Chicago — Madison

The selection of cheap flights Chicago — Madison

The price of the flight Chicago — Madison (United States) — Chicago from $145 (round-trip).

The average price of the flight Chicago — Madison (United States) — Chicago $237 (round-trip).

Low cost flights Chicago — Madison (CHI — MSN)

The distance between Chicago and Madison 123 miles (or 198 kilometres).

The time difference between Chicago and Madison is 0 h.

Minimal flight time from Chicago to Madison 52m.

Routes from nearby cities to Madison

A flight from a neighbouring city can help you save money on plane tickets.

The closest airports to Chicago with a flight to Madison are in South Bend.

Popular International routes from Chicago

Popular routes from Madison

If you are going to fly from Madison, then study the popular flights. The most popular flights from Madison:

Madison — Amsterdam

Madison — Singapore

Madison — Geneva

Madison — Zurich

Madison — Dubrovnik

Popular domestic routes from Chicago

FAQ about Chicago — Madison

Yes, they do: UA3925, AA4385, AA4889, UA4725, UA3476, AA3794, UA1657, UA1617, UA6048, UA3585, UA1193, UA3438, AA4966, UA630

Yes, you can fly from Chicago to Madison. Chicago has 8 airports (Merrill C Meigs, DuPage Airport, Chicago Midway International Airport, Chicago NAS, Chicago Executive Airport, Chicago FSS, Chicago Rockford International Airport, O'Hare International Airport) for flights. United Express, American Eagle, SkyWest Airlines depart from Chicago on mon, tue, wed, thu, fri, sat, sun. There are non-direct flights through Breeze Airways, Delta Connection, FedEx, Frontier (Penny the Owl Livery), Jet Linx Aviation, NetJets, Sun Country Airlines.

A direct flight lasts an average of 52m, during which time the aircraft covers a distance of 198 km.

The price of flights Chicago — Madison starts from $145.

Planes fly Chicago — Madison 7 times a week on the following days: mon, tue, wed, thu, fri, sat, sun

In Chicago — Merrill C Meigs, DuPage Airport, Chicago Midway International Airport, Chicago NAS, Chicago Executive Airport, Chicago FSS, Chicago Rockford International Airport, O'Hare International Airport. In Madison — Dane County Regional Airport.

The following flights fly between Chicago and Madison: UA3925, AA4385, AA4385, AA4889, UA4725, UA4725, UA3476, AA3794, UA1657, UA1617, UA1617, UA3476, UA6048, UA6048, UA6048, UA3585, UA1193, UA3438, AA4966, AA4966, UA630

High season is considered to be July and the cheapest month is August. Enter your preferred airports (or cities) and dates into the search form above to unlock the latest Chicago — Madison flight deals.

The following airlines have direct flights Chicago — Madison: United Express, American Eagle, SkyWest Airlines.

All the following airlines flights Chicago — Madison: American Eagle, Breeze Airways, Delta Connection, FedEx, Frontier (Penny the Owl Livery), Jet Linx Aviation, NetJets, SkyWest Airlines, Sun Country Airlines, United Express.

Low price calendar